Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Ammonia | HCID 222 | — |
| Reactant | Methanol | HCID 887 | — |
| Reactant | Dichloromethane | HCID 6344 | — |
| Reactant | 4-(Bromomethyl)-3-iodobenzonitrile | HCID 22476095 | — |
| Solvent | MeOH tetrahydrofuran | HCID 21899815 | — |
| Product | HCID 22476045 | HCID 22476045 | — |
Reaction Steps
12.1 g (37.6 mmol) of 4-bromomethyl-3-iodobenzonitrile in 200 ml of MeOH/THF 1:1 were slowly added dropwise to 200 ml of conc. ammonia solution/MeOH (saturated with NH3) 1:1, simultaneously passing NH3 into the reaction mixture. The temperature was maintained at 50° C. After 4 h, the solvent was stripped off, and the product was taken up in DCM, dried and precipitated with ethereal HCl. 8.6 g of 4-aminomethyl-3-iodobenzonitrile hydrochloride were obtained. 1H-NMR (DMSO-d6, δ in ppm): 8.8 (broad signal, NH3+), 8.43 (1H), 7.98 (1H), 7.70 (1H), 4.13 (2H)
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06030972 |
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| Source dataset | uspto-grants-2000_02 |
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| ORD ID | ord-fcf9f33c0454464f9d9cc2e10e711601 |
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| Source note | uspto-grants-2000_02 |
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